Abstract
The tetrasubstituted pyridinium amino acids isodesmosine and desmosine are cross-linkers of elastin and are attractive biomarkers for the diagnosis of chronic obstructive pulmonary disease (COPD). In this study, the biomimetic total synthesis of isodesmosine and desmosine via a lanthanide-promoted Chichibabin pyridine synthesis using the corresponding aldehyde and amine hydrochloride is reported.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Biomarkers / metabolism
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Biomimetics
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Cross-Linking Reagents / chemistry
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Desmosine / chemical synthesis*
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Desmosine / chemistry
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Desmosine / pharmacology
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Elastin / chemistry
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Elastin / metabolism*
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Humans
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Isodesmosine / chemical synthesis*
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Isodesmosine / chemistry
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Isodesmosine / pharmacology
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Lanthanoid Series Elements / chemistry
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Molecular Structure
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Pulmonary Disease, Chronic Obstructive / metabolism*
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Pyridines / metabolism
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Pyridinium Compounds / chemical synthesis*
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Pyridinium Compounds / chemistry
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Pyridinium Compounds / pharmacology
Substances
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Biomarkers
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Cross-Linking Reagents
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Lanthanoid Series Elements
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Pyridines
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Pyridinium Compounds
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Desmosine
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Elastin
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Isodesmosine
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pyridine
Supplementary concepts
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Pulmonary Disease, Chronic Obstructive, Severe Early-Onset